My husband, Richard, came to mind immediately. He is the sweetest most generous man I know. When I showed him my initial drawing, he said "hey, that's me!" He's especially pleased with it now that it's finished since it makes him look at least 40 years younger!
Drawing men is difficult...at least for me it is. I tried adding a few laugh lines and creases, but that wasn't working out too well. Notice the Habitat for Humanity logo on his shirt. (Habitat is Richard's favorite volunteer organization. He's been helping build home for 20+ years.)